Enantioseparation of phenylalanine analogs on a quinine‐based anion‐exchanger chiral stationary phase: Structure and temperature effects

Török, Roland; Berkecz, Róbert; Péter, Antal

doi:10.1002/jssc.200600100

Cited by 10 publications

(3 citation statements)

References 47 publications

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“…Many methods have been reported. These included high performance liquid chromatography (HPLC) [5–8], capillary electrophoresis (CE) [9–12], capillary electrokinetic chromatography (EKC) [13–14], and microchip electrophoresis (MCE) [15–16]. Most of these analytical methods deployed UV-detection which lacked sensitivity and the capability of peak identification.…”

mentioning

confidence: 99%

Chiral capillary electrophoresis–mass spectrometry of 3,4-dihydroxyphenylalanine: Evidence for its enantioselective metabolism in PC-12 nerve cells

Yuan

Sanders

et al. 2011

Analytical Biochemistry

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A fully automated chiral capillary electrophoresis - tandem mass spectrometric method (CE-MS/MS) was developed for enantiomeric quantification of DOPA and its precursors, phenylalanine (Phe) and tyrosine (Tyr). To avoid MS source contamination, a negatively charged chiral selector, sulfated β-cyclodextrin (sulfated β-CD) that migrated away from the detector was used in combination with the partial filling technique. The six stereoisomers were simultaneously quantified in less than 12 min. Detection limits were 0.48 and 0.51 μM for L- and D-DOPA enantiomers, respectively. Assay reproducibility (RSD, n=6) were 4.43%, 3.15%, 4.91%, 5.16%, 3.96%, and 3.25% for L-/D-DOPA, L-/D-Tyr, and L-/D-Phe at 10.0 μM, respectively. Thanks to the high enantioseparation efficiency, detection of trace D-DOPA in L-/D-DOPA mixtures could be achieved. The assay was employed to study the metabolism of DOPA, a well known therapeutic drug for treating Parkinson’s disease. It was found that L-DOPA was metabolized effectively in PC-12 cells. About 88% of L-DOPA disappeared after incubation at a cell density of 2 × 106 cells/mL for 3 hrs. However, D-DOPA coexisting with L-DOPA in the incubation solution remained intact. The enantiospecific metabolism of DOPA in this neuronal model was demonstrated.

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confidence: 99%

Chiral capillary electrophoresis–mass spectrometry of 3,4-dihydroxyphenylalanine: Evidence for its enantioselective metabolism in PC-12 nerve cells

Yuan

Sanders

et al. 2011

Analytical Biochemistry

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“…Many methods have been reported to identify enantiomers. These included high-performance liquid chromatography (HPLC) [10][11][12][13], capillary electrophoresis (CE) [14][15][16][17], electrokinetic chromatography (EKC) [18][19], and microchip electrophoresis (MCE) [20,21]. Most of these analytical methods deployed ultraviolet (UV) detection that lacked sensitivity and the capability of peak identification.…”

mentioning

confidence: 99%

Poly(3,4-Ethylenedioxythiophene) Derivatives with Electrochemical Chiral Sensor for 3,4-Dihydroxyphenylalanine Discrimination

Sun¹,

Hu²,

Dong³

et al. 2016

Proceedings of the 2015 International Conference on Materials Chemistry and Environmental Protection (Meep-15)

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Two chiral poly(3,4-ethylenedioxythiophene) (PEDOT) derivatives, poly(N-(tert-butoxycarbonyl)-Lphenylalayl (3,4-ethylenedioxythiophene-2'-yl)methylamide) (PEDOT-Boc-Leu) and poly(L-phenylalayl (3,4ethylenedioxythiophene-2'-yl)methylamide) (PEDOT-Leu) modified electrodes were used to recognize 3,4dihydroxyphenylalanine (DOPA) enantiomers by square wave voltammetry (SWV) and cyclic voltammetry (CV) in sulphuric acid solution. It was amazing that the SWV peak currents of enantiomers were found to be quite different and hence the enantiomers could be successfully recognized. However, no obvious difference was observed by the method of CV. Satisfactory results implied that the obtained polymer films could play crucial roles in the development of practical value and analytical application prospects.

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“…Az elválasztás hatékonyságának jellemzésére hasznos információkat szolgáltathat számunkra az enantiomerek k' értékeinek különbsége [99]. …”

Section: A Szelektív éS Nem-szelektív Kölcsönhatások Becsléseunclassified

Enantiomer elválasztás és felismerés nagyhatékonyságú folyadékkromatográfiás rendszerekben

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Enantioseparation of phenylalanine analogs on a quinine‐based anion‐exchanger chiral stationary phase: Structure and temperature effects

Cited by 10 publications

References 47 publications

Chiral capillary electrophoresis–mass spectrometry of 3,4-dihydroxyphenylalanine: Evidence for its enantioselective metabolism in PC-12 nerve cells

Chiral capillary electrophoresis–mass spectrometry of 3,4-dihydroxyphenylalanine: Evidence for its enantioselective metabolism in PC-12 nerve cells

Poly(3,4-Ethylenedioxythiophene) Derivatives with Electrochemical Chiral Sensor for 3,4-Dihydroxyphenylalanine Discrimination

Enantiomer elválasztás és felismerés nagyhatékonyságú folyadékkromatográfiás rendszerekben

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